Tetrahydrofuran → N-methyl-N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenyl]acetoxymethoxyamine

HRID 370375Notes

Reaction equation

HRID 370375 reaction equation
CN(O)[C:3]1[CH:8]=[C:7]([O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][C:11]=2[Cl:20])[CH:6]=[CH:5][C:4]=1[N+:21]([O-:23])=[O:22].C([N:27]([CH2:30]C)CC)C.Cl[CH2:33][O:34][C:35](=[O:37])[CH3:36].C1C[O:41]CC1>>[CH3:30][NH:27][O:41][CH2:33][O:34][C:35](=[O:37])[CH2:36][C:3]1[CH:8]=[C:7]([O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][C:11]=2[Cl:20])[CH:6]=[CH:5][C:4]=1[N+:21]([O-:23])=[O:22]

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 69366Chloromethyl acetateHCID 20275650HCID 20275650, compound

Product 1

HCID 86740180N-methyl-N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenyl]acetoxymethoxyamine

Procedure

To a solution of N-methyl-N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenyl]hydroxyamine (700 mg, 1.93 mmol) in THF (10 ml) containing triethylamine (1.2 eq.) is added chloromethylacetate (2 eq.). The mixture is stirred at RT overnight. Excess THF is removed and the product is evaporated to dryness and purified to give N-methyl-N-[2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenyl]acetoxymethoxyamine.

Workup

  1. customExcess THF is removed
  2. customthe product is evaporated to dryness
  3. custompurified

Sources & evidence

ORD record
ord-06264be53c1c4997ae34a1e86f5bd9a6
Source dataset
uspto-grants-1985_07
Patent number
US04526608

Reaction notes

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